Reactions of N,0-Bis trimethylsilylated Hydroxylamines

Silylation of hydroxylamine or N-alkyl or N-ethoxycarbonyUiydroxylamines is usually accomphshed, in 52-84% yield, by silylation with TCS 14/NEt3 [63, 161, 162]. Whereas the reaction of N,0-bis(trimethylsilyl)methylhydroxylamine 952 with aldehydes such as benzaldehyde, or with ketones, with to adducts such as 953, has already been mentioned at the beginning of Section 7.3 thermal and other reactions of N,0-bis(trimethylsilyl)hydroxylamine 1141 or N-substituted N,0-bis(trimethylsi-lyl)hydroxylamines 1121, 1128, 1131 are discussed in this section. 

Finally, the TMSOTf 20-catalyzed Beckmann reaction of cyclohexanone with N,N-dimethoxyamine HN(OMe)2 1148 [176] affords, via 1149, N-methoxycaprolac- 

---